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Regulation of Stereoselectivity Using Lewis Acid in the Cyclization of Allenic Aldehydes Catalyzed by Palladium Complex

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journal contribution
posted on 18.08.2005 by Chan-Mo Yu, Jinsuop Youn, Min-Kyoung Lee
A highly diastereoselective synthesis of 3 is achieved from the reaction of 1 with hexamethylditin catalyzed by palladium complex in the presence of 20 mol % tris(pentafluorophenyl)borane as a Lewis acid additive for a reversal of diastereoselectivity, whereas 2 is formed in the absence of Lewis acid additive. The method described herein is successful with various substrates 1 in good yields and high levels of diastereoselectivity.